Optical resolution of aromatic alcohols using silica nanoparticles grafted with helicene

Wataru Ichinose; Masamichi Miyagawa; Zengjian An; Masahiko Yamaguchi

doi:10.1021/ol301206r

Optical resolution of aromatic alcohols using silica nanoparticles grafted with helicene

Wataru Ichinose, Masamichi Miyagawa, Zengjian An, Masahiko Yamaguchi

PHA - Molecular Pharmaceutical Science

Research output: Contribution to journal › Article › peer-review

18 Citations (Scopus)

Abstract

Optically active silica nanoparticles, with a 70-nm diameter, grafted with (P)-1,12-dimethyl-8-methoxycarbonylbenzo[c]phenanthrene-5-carboxyamide were synthesized, and their use in the kinetic resolution of aromatic alcohols was examined. Up to 61% ee for (S)-2,2-dimethyl-1-phenyl-1-propanol was obtained by a preferential precipitation of aggregates formed with (P)-nanoparticles.

Original language	English
Pages (from-to)	3123-3125
Number of pages	3
Journal	Organic letters
Volume	14
Issue number	12
DOIs	https://doi.org/10.1021/ol301206r
Publication status	Published - 2012 Jun 15

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "Optically active silica nanoparticles, with a 70-nm diameter, grafted with (P)-1,12-dimethyl-8-methoxycarbonylbenzo[c]phenanthrene-5-carboxyamide were synthesized, and their use in the kinetic resolution of aromatic alcohols was examined. Up to 61% ee for (S)-2,2-dimethyl-1-phenyl-1-propanol was obtained by a preferential precipitation of aggregates formed with (P)-nanoparticles.",

author = "Wataru Ichinose and Masamichi Miyagawa and Zengjian An and Masahiko Yamaguchi",

year = "2012",

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T1 - Optical resolution of aromatic alcohols using silica nanoparticles grafted with helicene

AU - Ichinose, Wataru

AU - Miyagawa, Masamichi

AU - An, Zengjian

AU - Yamaguchi, Masahiko

PY - 2012/6/15

Y1 - 2012/6/15

N2 - Optically active silica nanoparticles, with a 70-nm diameter, grafted with (P)-1,12-dimethyl-8-methoxycarbonylbenzo[c]phenanthrene-5-carboxyamide were synthesized, and their use in the kinetic resolution of aromatic alcohols was examined. Up to 61% ee for (S)-2,2-dimethyl-1-phenyl-1-propanol was obtained by a preferential precipitation of aggregates formed with (P)-nanoparticles.

AB - Optically active silica nanoparticles, with a 70-nm diameter, grafted with (P)-1,12-dimethyl-8-methoxycarbonylbenzo[c]phenanthrene-5-carboxyamide were synthesized, and their use in the kinetic resolution of aromatic alcohols was examined. Up to 61% ee for (S)-2,2-dimethyl-1-phenyl-1-propanol was obtained by a preferential precipitation of aggregates formed with (P)-nanoparticles.

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JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 12

ER -

Optical resolution of aromatic alcohols using silica nanoparticles grafted with helicene

Abstract

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